异丹叶大黄素

异丹叶大黄素(英语:Isorhapontigenin,简称ISO)是一种芪类有机化合物,分子式C15H14O4,与丹叶大黄素的区别在于甲氧基羟基的位置相反[1],存在于传统中药闭苞买麻藤(学名:Gnetum cleistostachyum)中[2]

异丹叶大黄素
Chemical structure of isorhapontigenin.
IUPAC名
5-[(E)-2-(4-Hydroxy-3-methoxyphenyl)ethen-1-yl]benzene-1,3-diol
别名 3,4',5-trihydroxy-3'-methoxystilbene
ISO
识别
CAS号 32507-66-7
20767-15-1((non-specific))  checkY
PubChem 5318650
ChemSpider 4477172
SMILES
 
  • COC1=C(C=CC(=C1)C=CC2=CC(=CC(=C2)O)O)O
InChI
 
  • 1/C15H14O4/c1-19-15-8-10(4-5-14(15)18)2-3-11-6-12(16)9-13(17)7-11/h2-9,16-18H,1H3/b3-2+
InChIKey ANNNBEZJTNCXHY-NSCUHMNNBY
性质
化学式 C15H14O4
摩尔质量 258.27 g/mol g·mol⁻¹
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

参考文献

  1. ^ Li, H.; Wang, A.; Huang, Y.; Liu, D.; Wei, C.; Williams, G.; Zhang, C.; Liu, G.; Liu, Y.; Hao, D.; Hui, R. T.; Lin, M.; Liang, C. C. Isorhapontigenin, a new resveratrol analog, attenuates cardiac hypertrophy via blocking signaling transduction pathways. Free Radical Biology and Medicine. 2005, 38 (2): 243–257. PMID 15607907. doi:10.1016/j.freeradbiomed.2004.10.020. 
  2. ^ Fang, Y.; Yu, Y.; Hou, Q.; Zheng, X.; Zhang, M.; Zhang, D.; Li, J.; Wu, X. -R.; Huang, C. The Chinese Herb Isolate Isorhapontigenin Induces Apoptosis in Human Cancer Cells by Down-regulating Overexpression of Antiapoptotic Protein XIAP. Journal of Biological Chemistry. 2012, 287 (42): 35234–35243. PMC 3471739 . PMID 22896709. doi:10.1074/jbc.M112.389494 .